Glycine → HCID 42633247, compound

Participants

Reaction Steps

Ethyl 4-cyclopropyl-7-hydroxy-3-(thiophen-2-yl)isoxazolo[4,5-c]pyridine-6-carboxylate (47 mg, 0.142 mmol) and glycine (428 mg, 5.70 mmol) were added to sodium methoxide solution (8.5 mL, 4.27 mmol, 0.5 M in MeOH) and the mixture was refluxed for 48 h. The mixture was cooled to room temperature and the solvent was removed in vacuo. The residue was redissolved in 10 mL of water and acidified to pH 3 by addition of concentrated hydrochloric acid. The resulting precipitate was isolated by filtration to give 51 mg of crude solid. The solid was dissolved in saturated sodium bicarbonate (20 mL), and washed with EtOAc. The aqueous layer was acidified to pH 3 with 4M HCl and extracted with EtOAc. The combined organic layer was dried over MgSO4 and concentrated to give 36 mg of the title compound. MS: (−) m/z 358.30 (M−1).

Provenance & Evidence